Preparation and Use of a New Propiolate Anion Equivalent: 1-Ethynyl-4-methyl-2,6,7-trioxabicyclo[2,2,2]octane

Pierre Ducray; Hervé Lamotte; Bernard Rousseau

doi:10.1055/s-1997-1197

Synthesis 1997; 1997(4): 404-406
DOI: 10.1055/s-1997-1197

short paper

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Preparation and Use of a New Propiolate Anion Equivalent: 1-Ethynyl-4-methyl-2,6,7-trioxabicyclo[2,2,2]octane

Pierre Ducray, Hervé Lamotte, Bernard Rousseau^*

^*Département de Biologie Cellulaire et Moléculaire, Service des Molécules Marquées, CEA/SACLAY; F-91191 Gif sur Yvette, France, Fax +33(1)69087991

Abstract

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1-(Lithioethynyl)-4-methyl-2,6,7-trioxabicyclo[2,2,2]octane (8) prepared from propiolic acid, is introduced as an easy to handle propiolate anion equivalent. Its condensation with different electrophiles is described.

γ-hydroxy-γ-alkylpropiolic acid - carbonyl compounds - propiolate anion equivalent - alkyl halides - ortho esters

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